Question

When phenol is allowed to react with $Br_{2}$ in (i) $CS_{2}$ solution and (ii) in aqueous solution, the resulting compounds are

• A. (i) 2, 4, 6 -tribromophenol and (ii) o-and p-bromophenol
• B. (i) m-bromophenol and (ii) 2, 3, 4-tribromophenol
• C. (i) o-and p-bromophenol and (ii) 2, 4, 6 -tribromophenol
• D. (i) o- and m-bromophenol and (ii) 2, 3, 4-tribromophenol

Answer 1

Answer: (C)

In aq. solution phenol ionizes to give phenoxide in which highly activates benzene ring and give trisubstituted product while in presence of $CS_{2}$ an inert solvent phenol is unable to ionize due to which benzene ring is slightly activated. Hence, monosubstituted product is obtained